Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester

doi:10.6023/cjoc201903020

Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2958-2964.DOI: 10.6023/cjoc201903020 Previous Articles Next Articles

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奥沙普秦丹皮酚酯的合成及抗炎活性研究

徐学涛^a, 陈洁^a, 林芷晴^a, 李冬利^a, 张焜^a, 盛钊君^a^*(), 王少华^a^b^c^*(), 朱顺^c, Abdullah M. Asiri^d

a 五邑大学生物科技与大健康学院广东江门 529020
b 兰州大学药学院兰州 730000
c 扬子江药业集团江苏紫龙药业有限公司江苏常州 213100

收稿日期:2019-03-12 修回日期:2019-05-15 发布日期:2019-05-21
通讯作者: 盛钊君,王少华 E-mail:wyuchemszj@126.com;wangshh@lzu.edu.cn
基金资助:
广东省教育厅基金(2017KTSCX185);广东省教育厅基金(2017KSYS010);广东省教育厅基金(2016KCXTD005);五邑大学青年团队项目(2016td01);国家自然科学基金(Nos. 21472077);国家自然科学基金(21772071)

Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester

Xu, Xuetao^a, Chen, Jie^a, Lin, Zhiqing^a, Li, Dongli^a, Zhang, Kun^a, Sheng, Zhaojun^a^*(), Wang, Shaohua^a^b^c^*(), Zhu, Shun^c, Abdullah M. Asiri^d

a School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, Guangdong, China
b School of Pharmacy, Lanzhou University, Lanzhou 730000, China
c Yangtze River Pharmaceutical Group Jiangsu Zilong Pharmaceutical Co., Ltd., Changzhou 213100, Jiangsu, China

Received:2019-03-12 Revised:2019-05-15 Published:2019-05-21
Contact: Sheng, Zhaojun,Wang, Shaohua E-mail:wyuchemszj@126.com;wangshh@lzu.edu.cn
Supported by:
Project supported by the Department of Education of Guangdong Province(2017KTSCX185);Project supported by the Department of Education of Guangdong Province(2017KSYS010);Project supported by the Department of Education of Guangdong Province(2016KCXTD005);the Youth Team Fund of Wuyi University(2016td01);the National Natural Science Foundation of China(Nos. 21472077);the National Natural Science Foundation of China(21772071)

Oxaprozin is a common anti-inflammatory drug in the clinic. Oral medication of oxaprozin potentially induces the GI perforation, which is caused by the local irritation of its carboxylic acid group. Paeonol is an active ingredient of peony, and has anti-inflammatory and anti-oxidant effects. So oxaprozin-paeonol ester (OPE) was designed to avoid the GI complications and enhence corresponding anti-inflammatory. The topical anti-inflammatory effects of OPE was evaluated in a 12-O-tetradecanoylphorbol-13-acetate (TPA) induced mouse ear edema model. The results showed that topical treatment of OPE could effectively improve the TPA-induced ear edema and its anti-inflammatory effect is 2 times higher than that of oxaprozin and 4 times than that of paeonol. Moreover, OPE treatment could effectively mitigate the expression of IL-1β, IL-6, and TNF-α, and its effect is better than that of oxaprozin or paeonol. Furthor study demonstrated that topical treatment of OPE could obviously down-regulate the activation of factor kappa-κB (NF-κB) by blocking IκB kinase (IKK) activities. Accordingly, OPE might be used as a promising anti-inflammatory agent for inflammation-associated skin diseases.

Key words: Oxaprozin, Paeonol, Inflammatory, Ear edema mode

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Xu, Xuetao, Chen, Jie, Lin, Zhiqing, Li, Dongli, Zhang, Kun, Sheng, Zhaojun, Wang, Shaohua, Zhu, Shun, Abdullah M. Asiri. Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester[J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2958-2964.

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奥沙普秦丹皮酚酯的合成及抗炎活性研究

Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester

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